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Study of kinetics and mechanism of sulfonation of thiophene and its derivatives by complex compounds of sulfuric anhydride

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

By quantitatively studying the sulfonation of thiophene and its homologs by complexes of sulfuric anhydride with ethers, amides, and trialkyl phosphates it was possible to determine kinetic and thermodynamic parameters of the process, to propose a SE2 type reaction mechanism and also to reveal a quantitative dependence of the rate constant of the sulfonation reaction of thiophene on the basicity of the complex-forming agent: The sulfonating activity of the complexes studied increases in the series — amides < trialkyl phosphates < ethers, which is the reverse of the increase in the basicity series of a donor.

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Authors and Affiliations

  1. North-West Correspondence Polytechnical Institute, 191041, Leningrad

    T. K. Shustareva & V. E. Druzhinina

Authors
  1. T. K. Shustareva
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  2. V. E. Druzhinina
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 34–39, January, 1986.

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Shustareva, T.K., Druzhinina, V.E. Study of kinetics and mechanism of sulfonation of thiophene and its derivatives by complex compounds of sulfuric anhydride. Chem Heterocycl Compd 22, 28–33 (1986). https://doi.org/10.1007/BF00515418

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  • DOI: https://doi.org/10.1007/BF00515418

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